公开(公告)号：US09548457B2

公开(公告)日：2017-01-17

申请号：US14950613

申请日：2015-11-24

Applicant: Semiconductor Energy Laboratory Co., Ltd.

Inventor： Sachiko Kawakami ,  Harue Nakashima

IPC: H01L51/50 ,  H01L51/00 ,  C07C211/61 ,  C07D209/86 ,  C07D209/88 ,  C09K11/06 ,  H05B33/14 ,  H01L51/52

CPC classification number: H01L51/006 ,  C07C211/61 ,  C07C2103/97 ,  C07C2603/94 ,  C07C2603/97 ,  C07D209/86 ,  C07D209/88 ,  C09K11/06 ,  C09K2211/1011 ,  C09K2211/1014 ,  C09K2211/1022 ,  C09K2211/1029 ,  H01L27/3248 ,  H01L27/3262 ,  H01L29/4908 ,  H01L51/0056 ,  H01L51/0058 ,  H01L51/0061 ,  H01L51/0071 ,  H01L51/0072 ,  H01L51/0096 ,  H01L51/5012 ,  H01L51/5048 ,  H01L51/5056 ,  H01L51/5072 ,  H01L51/5088 ,  H01L51/5092 ,  H01L51/5203 ,  H01L51/5218 ,  H01L51/5221 ,  H01L2251/301 ,  H01L2251/308 ,  H05B33/14

Abstract: It is an object of the present invention to provide a material having a high Tg and a wide energy gap. The present invention provides a spirofluorene derivative represented by General Formula 1. (In the formula, R1 is any one of hydrogen, an alkyl group having 1 to 4 carbon atoms, or a group represented by General Formula 2. Each of R2 and R3 is either hydrogen or an alkyl group having 1 to 4 carbon atoms and may be identical or different. R4 is an aryl group having 6 to 15 carbon atoms. Each of R5 and R6 is any one of hydrogen, an alkyl group having 1 to 4 carbon atoms, or an aryl group having 6 to 15 carbon atoms and may be identical or different.)

Abstract translation: 本发明的目的是提供具有高Tg和宽能隙的材料。 本发明提供由通式1表示的螺芴衍生物（式中，R 1为氢，碳原子数为1〜4的烷基或通式2所示的基团中的任一个.R 2，R 3为 氢或具有1〜4个碳原子的烷基可以相同或不同，R4是碳原子数6〜15的芳基，R5和R6分别是氢，碳原子数1〜4的烷基， 原子或具有6至15个碳原子的芳基，可以相同或不同。）

公开(公告)号：US09048436B2

公开(公告)日：2015-06-02

申请号：US14230375

申请日：2014-03-31

Applicant: Semiconductor Energy Laboratory Co., Ltd.

Inventor： Hiroko Murata ,  Harue Nakashima ,  Sachiko Kawakami ,  Nobuharu Ohsawa ,  Ryoji Nomura ,  Satoshi Seo

IPC: H01L51/00 ,  C07D273/00 ,  C07D413/12 ,  H05B33/14 ,  H01L51/50

CPC classification number: H01L51/0061 ,  C07D273/00 ,  C07D413/12 ,  H01L51/0069 ,  H01L51/007 ,  H01L51/0072 ,  H01L51/5012 ,  H01L2051/0063 ,  H05B33/14

Abstract: An oxadiazole derivative represented by the following general formula (G1) is synthesized and applied to the light emitting element, Am; wherein Am is a substituent represented by a general formula (Am1), (Am2), or (Am3); each of α, β1, and β2 represents an arylene group having 6 to 25 carbon atoms; each of Ar1 to Ar6 represents an aryl group having 6 to 25 carbon atoms; each of R1 to R3 represents hydrogen, an alkyl group having 1 to 4 carbon atoms, or an aryl group having 6 to 25 carbon atoms; and R4 represents an alkyl group having 1 to 4 carbon atoms or an aryl group having 6 to 25 carbon atoms.

Abstract translation: 合成由以下通式（G1）表示的恶二唑衍生物，并将其施加于发光元件Am; 其中Am是由通式（Am1），（Am2）或（Am3）表示的取代基; α，bgr，1和bgr各自表示碳原子数6〜25的亚芳基。 Ar 1〜Ar 6表示碳原子数6〜25的芳基， R 1至R 3各自表示氢，具有1至4个碳原子的烷基或具有6至25个碳原子的芳基; R 4表示碳原子数1〜4的烷基或碳原子数6〜25的芳基。

公开(公告)号：US10079345B2

公开(公告)日：2018-09-18

申请号：US15068949

申请日：2016-03-14

Applicant: Semiconductor Energy Laboratory Co., Ltd.

Inventor： Masakazu Egawa ,  Harue Nakashima ,  Sachiko Kawakami ,  Tsunenori Suzuki ,  Ryoji Nomura

IPC: H01L51/00 ,  C07C211/61 ,  C07D209/86 ,  C07D209/88 ,  C09K11/06 ,  H05B33/14 ,  H01L51/50

CPC classification number: H01L51/006 ,  C07C211/61 ,  C07C2603/24 ,  C07D209/86 ,  C07D209/88 ,  C09K11/06 ,  C09K2211/1007 ,  C09K2211/1011 ,  C09K2211/1014 ,  C09K2211/1029 ,  H01L51/0052 ,  H01L51/0058 ,  H01L51/0059 ,  H01L51/0061 ,  H01L51/0072 ,  H01L51/0081 ,  H01L51/5004 ,  H01L51/5012 ,  H01L2251/552 ,  H01L2251/558 ,  H05B33/14

Abstract: An object is to provide a novel anthracene derivative. Another object is to provide a light-emitting element with high luminous efficiency. Yet another object is to provide a light-emitting element with a long lifetime. Still another object is to provide a light-emitting device and an electronic device having a long lifetime by using the light-emitting elements of the present invention. The anthracene derivative represented by General Formula (1) is provided. The ability of the anthracene derivative represented by General Formula (1) to exhibit high luminous efficiency allows the production of a light-emitting element with high luminous efficiency and a long lifetime.

公开(公告)号：US10056559B2

公开(公告)日：2018-08-21

申请号：US15894151

申请日：2018-02-12

Applicant: Semiconductor Energy Laboratory Co., Ltd.

Inventor： Sachiko Kawakami ,  Harue Nakashima

IPC: H01L51/50 ,  H01L51/00 ,  H01L51/52 ,  H01L27/32 ,  H01L29/49 ,  C07C211/61

CPC classification number: H01L51/006 ,  C07C211/61 ,  C07C2603/94 ,  C07C2603/97 ,  C07D209/86 ,  C07D209/88 ,  C09K11/06 ,  C09K2211/1011 ,  C09K2211/1014 ,  C09K2211/1022 ,  C09K2211/1029 ,  H01L27/3248 ,  H01L27/3262 ,  H01L29/4908 ,  H01L51/0056 ,  H01L51/0058 ,  H01L51/0061 ,  H01L51/0071 ,  H01L51/0072 ,  H01L51/0096 ,  H01L51/5012 ,  H01L51/5048 ,  H01L51/5056 ,  H01L51/5072 ,  H01L51/5088 ,  H01L51/5092 ,  H01L51/5203 ,  H01L51/5218 ,  H01L51/5221 ,  H01L2251/301 ,  H01L2251/308 ,  H05B33/14

Abstract: It is an object of the present invention to provide a material having a high Tg and a wide energy gap. The present invention provides a spirofluorene derivative represented by General Formula 1. (In the formula, R1 is any one of hydrogen, an alkyl group having 1 to 4 carbon atoms, or a group represented by General Formula 2. Each of R2 and R3 is either hydrogen or an alkyl group having 1 to 4 carbon atoms and may be identical or different. R4 is an aryl group having 6 to 15 carbon atoms. Each of R5 and R6 is any one of hydrogen, an alkyl group having 1 to 4 carbon atoms, or an aryl group having 6 to 15 carbon atoms and may be identical or different.)

公开(公告)号：US20160197278A1

公开(公告)日：2016-07-07

申请号：US15068949

申请日：2016-03-14

Applicant: Semiconductor Energy Laboratory Co., Ltd.

Inventor： Masakazu Egawa ,  Harue Nakashima ,  Sachiko Kawakami ,  Tsunenori Suzuki ,  Ryoji Nomura

IPC: H01L51/00 ,  C07D209/86 ,  C07D209/88 ,  C07C211/61 ,  C09K11/06

CPC classification number: H01L51/006 ,  C07C211/61 ,  C07C2603/24 ,  C07D209/86 ,  C07D209/88 ,  C09K11/06 ,  C09K2211/1007 ,  C09K2211/1011 ,  C09K2211/1014 ,  C09K2211/1029 ,  H01L51/0052 ,  H01L51/0058 ,  H01L51/0059 ,  H01L51/0061 ,  H01L51/0072 ,  H01L51/0081 ,  H01L51/5004 ,  H01L51/5012 ,  H01L2251/552 ,  H01L2251/558 ,  H05B33/14

Abstract: An object is to provide a novel anthracene derivative. Another object is to provide a light-emitting element with high luminous efficiency. Yet another object is to provide a light-emitting element with a long lifetime. Still another object is to provide a light-emitting device and an electronic device having a long lifetime by using the light-emitting elements of the present invention. The anthracene derivative represented by General Formula (1) is provided. The ability of the anthracene derivative represented by General Formula (1) to exhibit high luminous efficiency allows the production of a light-emitting element with high luminous efficiency and a long lifetime.

公开(公告)号：US09287511B2

公开(公告)日：2016-03-15

申请号：US13836986

申请日：2013-03-15

Applicant: Semiconductor Energy Laboratory Co., Ltd.

Inventor： Masakazu Egawa ,  Harue Nakashima ,  Sachiko Kawakami ,  Tsunenori Suzuki ,  Ryoji Nomura

IPC: C07D209/00 ,  H01L51/00 ,  C07C211/61 ,  C07D209/86 ,  C07D209/88 ,  C09K11/06 ,  H05B33/14 ,  H01L51/50

CPC classification number: H01L51/006 ,  C07C211/61 ,  C07C2603/24 ,  C07D209/86 ,  C07D209/88 ,  C09K11/06 ,  C09K2211/1007 ,  C09K2211/1011 ,  C09K2211/1014 ,  C09K2211/1029 ,  H01L51/0052 ,  H01L51/0058 ,  H01L51/0059 ,  H01L51/0061 ,  H01L51/0072 ,  H01L51/0081 ,  H01L51/5004 ,  H01L51/5012 ,  H01L2251/552 ,  H01L2251/558 ,  H05B33/14

Abstract: An object is to provide a novel anthracene derivative. Another object is to provide a light-emitting element with high luminous efficiency. Yet another object is to provide a light-emitting element with a long lifetime. Still another object is to provide a light-emitting device and an electronic device having a long lifetime by using the light-emitting elements of the present invention. The anthracene derivative represented by General Formula (1) is provided. The ability of the anthracene derivative represented by General Formula (1) to exhibit high luminous efficiency allows the production of a light-emitting element with high luminous efficiency and a long lifetime.

公开(公告)号：US20130341608A1

公开(公告)日：2013-12-26

申请号：US13970092

申请日：2013-08-19

Applicant: Semiconductor Energy Laboratory Co., Ltd.

Inventor： Satoshi Seo ,  Harue Nakashima ,  Ryoji Nomura ,  Satoko Shitagaki

IPC: H01L51/00

CPC classification number: H01L51/0051 ,  C09K11/06 ,  C09K2211/1007 ,  C09K2211/1011 ,  C09K2211/1014 ,  C09K2211/1029 ,  C09K2211/1033 ,  C09K2211/1037 ,  C09K2211/1044 ,  C09K2211/1048 ,  C09K2211/1051 ,  C09K2211/183 ,  C09K2211/186 ,  H01L51/0059 ,  H01L51/0067 ,  H01L51/0069 ,  H01L51/007 ,  H01L51/0071 ,  H01L51/0072 ,  H01L51/0077 ,  H01L51/0079 ,  H01L51/5048

Abstract: It is an object of the present invention to provide a composite material that can be used for manufacturing a heat-resistant light-emitting element, provide a composite material that can be used for manufacturing a heat-resistant light-emitting element that can be driven with stability for a long period of time, and further, provide a composite material that can be used for manufacturing a light-emitting element that easily prevents short circuit between electrodes and uses less power. The present invention provides a composite material that has a first metal oxide skeleton including a first metal atom and an organic compound that is bound to the first metal atom by forming a chelate, where the first metal oxide exhibits an electron accepting property to the organic compound.

Abstract translation: 本发明的目的是提供可用于制造耐热发光元件的复合材料，提供可用于制造可驱动的耐热发光元件的复合材料 并且进一步提供可以用于制造容易防止电极之间短路并且使用较少功率的发光元件的复合材料。 本发明提供一种复合材料，其具有包含第一金属原子和通过形成螯合物而与第一金属原子结合的有机化合物的第一金属氧化物骨架，其中第一金属氧化物对有机化合物表现出电子接受性 。

公开(公告)号：US10326078B2

公开(公告)日：2019-06-18

申请号：US15295437

申请日：2016-10-17

Applicant: Semiconductor Energy Laboratory Co., Ltd.

Inventor： Harue Nakashima ,  Sachiko Kawakami ,  Kumi Kojima ,  Ryoji Nomura ,  Nobuharu Ohsawa

IPC: H01L51/50 ,  H01L51/00 ,  C07D403/12 ,  C09K11/06 ,  H05B33/14 ,  C07D209/88

Abstract: It is an object of the present invention to provide a light emitting element, which is resistant to repetition of an oxidation reaction. It is another object of the invention to provide a light emitting element, which is resistant to repetition of a reduction reaction. An anthracene derivative is represented by a general formula (1). In the general formula (1), R1 represents hydrogen or an alkyl group having 1 to 4 carbon atoms, R2 represents any one of hydrogen, an alkyl group having 1 to 4 carbon atoms and an aryl group having 6 to 12 carbon atoms, R3 represents any one of hydrogen, an alkyl group having 1 to 4 carbon atoms, and an aryl group having 6 to 12 carbon atoms, Ph1 represents a phenyl group, and X1 represents an arylene group having 6 to 15 carbon atoms.

公开(公告)号：US10134996B2

公开(公告)日：2018-11-20

申请号：US13970092

申请日：2013-08-19

Applicant: Semiconductor Energy Laboratory Co., Ltd.

Inventor： Satoshi Seo ,  Harue Nakashima ,  Ryoji Nomura ,  Satoko Shitagaki

IPC: H01L51/00 ,  C09K11/06 ,  H01L51/50

Abstract: It is an object of the present invention to provide a composite material that can be used for manufacturing a heat-resistant light-emitting element, provide a composite material that can be used for manufacturing a heat-resistant light-emitting element that can be driven with stability for a long period of time, and further, provide a composite material that can be used for manufacturing a light-emitting element that easily prevents short circuit between electrodes and uses less power. The present invention provides a composite material that has a first metal oxide skeleton including a first metal atom and an organic compound that is bound to the first metal atom by forming a chelate, where the first metal oxide exhibits an electron accepting property to the organic compound.

公开(公告)号：US08900728B2

公开(公告)日：2014-12-02

申请号：US13865363

申请日：2013-04-18

Applicant: Semiconductor Energy Laboratory Co., Ltd.

Inventor： Harue Nakashima ,  Sachiko Kawakami ,  Daisuke Kumaki

IPC: H01L51/54 ,  C07D401/12 ,  C07D401/14 ,  H01L51/50 ,  C07D409/14 ,  C09K11/06 ,  C07D417/12 ,  H01L51/00 ,  C07D209/88 ,  C07D417/14 ,  C07D409/12

CPC classification number: H01L51/0072 ,  C07D209/88 ,  C07D401/12 ,  C07D401/14 ,  C07D409/12 ,  C07D409/14 ,  C07D417/12 ,  C07D417/14 ,  C09K11/06 ,  C09K2211/1011 ,  C09K2211/1014 ,  C09K2211/1022 ,  C09K2211/1029 ,  C09K2211/1037 ,  C09K2211/1092 ,  H01L51/0059 ,  H01L51/006 ,  H01L51/0061 ,  H01L51/0081 ,  H01L51/5048 ,  H01L2251/308 ,  Y10S428/917

Abstract: It is an object of the present invention to provide a material which is excellent in a hole injecting property and a hole transporting property, and to provide a light emitting element and a light emitting device using a material which is excellent in a hole injecting property and a hole transporting property. The present invention provides a carbazole derivative represented by a general formula (1). The carbazole derivative according to the present invention is excellent in the hole injecting property. By using the carbazole derivative according to the present invention as a hole injecting material for a hole injecting layer of a light emitting element, a driving voltage can be reduced. In addition, a lower driving voltage, improvement of the luminous efficiency, a longer life time, and higher reliability can be realized by applying the material to a light emitting element or a light emitting device.

Abstract translation: 本发明的目的是提供一种空穴注入性和空穴传输性优异的材料，提供使用空穴注入性优异的材料的发光元件和发光元件， 一个空穴传输属性。 本发明提供由通式（1）表示的咔唑衍生物。 本发明的咔唑衍生物的空穴注入性优异。 通过使用本发明的咔唑衍生物作为发光元件的空穴注入层的空穴注入材料，可以降低驱动电压。 此外，通过将材料施加到发光元件或发光器件，可以实现较低的驱动电压，提高发光效率，更长的寿命和更高的可靠性。